Hotels in East Side

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Where to stay in East Side?

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 21.3 km from East Side

Monica

$285

$373 total

includes taxes & fees

Oct 1 - Oct 2

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

2. Hilton Chicago

The Loop, 19.9 km from East Side

Nicole

$231

$304 total

includes taxes & fees

Sep 25 - Sep 26

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

Gold Coast, 23.4 km from East Side

Raul

$152

$181 total

includes taxes & fees

Sep 21 - Sep 22

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

4. Congress Plaza Hotel

The Loop, 20.1 km from East Side

Erika

$174

$207 total

includes taxes & fees

Sep 27 - Sep 28

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee, American flag, and a person standing in front.

A hotel entrance with a marquee and string lights above the entrance.

5. Hilton Vacation Club Hotel Blake Chicago

The Loop, 20.3 km from East Side

Su Ryoun

$316

$376 total

includes taxes & fees

Sep 29 - Sep 30

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

6. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 19.5 km from East Side

Laurel

$233

$277 total

includes taxes & fees

Sep 27 - Sep 28

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A hotel room with a large window, a bed, and a suitcase.

A bar with a brick archway, wooden bar counter, and stools.

7. Club Quarters Hotel, Central Loop, Chicago

Theatre District, 20.8 km from East Side

Carrie

$177

$211 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A restaurant with booths, tables, and a green wall in the background.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

8. Travelodge by Wyndham Downtown Chicago

The Loop, 20.1 km from East Side

Dagmar

$155

$182 total

includes taxes & fees

Sep 27 - Sep 28

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

9. The Wade

Streeterville, 21.8 km from East Side

Tetyana

$199

$237 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

A modern bar area with a bar counter, multiple stools, and a chandelier.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

10. Silversmith Hotel Chicago Downtown

Theatre District, 20.9 km from East Side

Andrew

$194

$261 total

includes taxes & fees

Sep 21 - Sep 22

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A conference room with a long table, chairs, and a vase.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A man in a suit sitting by a window with a vase of red flowers.

11. River Hotel

The Loop, 21.5 km from East Side

David

$154

$183 total

includes taxes & fees

Sep 27 - Sep 28

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

12. Swissotel - Chicago

21.3 km from East Side

Gena

$234

$314 total

includes taxes & fees

Sep 27 - Sep 28

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A lobby with two brown leather chairs, a marble table, and a large potted plant.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

13. LIVN - West Loop Chicago

21 km from East Side

Cheri

$180

$211 total

includes taxes & fees

Sep 21 - Sep 22

A modern building with a colorful facade and a red circular seating area.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

14. citizenM Chicago Downtown

Theatre District, 21.4 km from East Side

IVANNA

$193

$229 total

includes taxes & fees

Sep 20 - Sep 21

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

A spacious lobby with a seating area, a reception desk, and a large screen.

15. Crowne Plaza Chicago West Loop by IHG

21.5 km from East Side

Sherie

$164

$195 total

includes taxes & fees

Sep 20 - Sep 21

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A modern lobby with a seating area, a bar, and a green wall.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

16. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 21.8 km from East Side

Felisha

$183

$217 total

includes taxes & fees

Sep 27 - Sep 28

A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

A hotel room with a large bed, a TV, a desk, and a chair.

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

17. Central Loop Hotel

Theatre District, 20.8 km from East Side

Juan

$169

$201 total

includes taxes & fees

Sep 20 - Sep 21

A street view with a row of parked cars, a building with a sign reading "SONDE," and another sign that says "Diamonds On Parade."

A restaurant with outdoor seating and a sign for 'PIZANO'S PIZZA & PASTA'.

A modern kitchen with a dining area featuring two teal chairs, a round table, and a framed artwork on the wall.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a coffee maker. There is a blue sofa and a round coffee table with a striped pattern. A dining area with a table and chairs is visible in the background.

18. LIVN - Millennium Park Downtown Chicago

Theatre District, 20.8 km from East Side

Puneet

$227

$266 total

includes taxes & fees

Sep 21 - Sep 22

A grand lobby with a central bar, high ceilings, and classical architecture.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A modern living room with a sofa set, ottoman, and armchairs.

A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Theatre District, 20.9 km from East Side

Ani

$159

$189 total

includes taxes & fees

Sep 27 - Sep 28

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.

20. Le Méridien Essex Chicago

The Loop, 19.8 km from East Side

Michael

$249

$314 total

includes taxes & fees

Sep 20 - Sep 21

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Our prices for hotels in Chicago are cheapest in January

Top landmarks in East Side

Calumet Park

8.0/10 (1 review)

If you like quiet time surrounded by flowers and greenery, hang out at Calumet Park in East Side. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. Want to stretch your legs some more? Head to Jackson Park and Abbott Park, both nearby.

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Calumet Beach

If want to top up your tan, you might want to head out to Calumet Beach, located 12.4 mi (20 km) from central Chicago. Catch the sunset by the shore at Munson Beach, just a short walk away.

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Munson Beach

Whether you want to collect beach glass or watch the sunset, Munson Beach is a spot you might want to check out, located 12.8 mi (20.6 km) from central Chicago. Catch the sunset by the shore at Calumet Beach, just a short walk away.

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Check out reviews of East Side hotels guests love

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good

"The location and room itself worked well for us after a wedding on the Southside and using a Spot Hero parking place. The breakfast was very good, made fresh with good options but the tables needed to be bused and wiped down. The lobby needed tending to as well"

Hyatt Regency Chicago

10/10 Excellent

"The room was clean and spacious. The bell hop staff was helpful on recommending ways to get where we were going more quickly. Front desk staff was quick at check-in and helpful with an incoming, last-minute delivery. The bathroom doesn't have a ton of counter space but there's a useful ledge in front of the mirror. Would absolutely stay here again."

Travelodge by Wyndham Downtown Chicago

8/10 Good

"I checked in 9/11 around 8pm, when I was greeted and asked for my confirmation, employee informed me that my reservation had been canceled. I made my reservation through Expedia. My initial reservation was for three nights, shortly after making my reservation. I canceled the third night and received a new confirmation from Expedia. Apparently Expedia decided to cancel the entire reservation, although they sent me a new confirmation number. The funny thing is, a minute before I walked in the hotel Expedia sent me an email asking me how the check in process had gone. But the young lady (unfortunately I didn't get her name) working the front desk, made me a new reservation and got me checked in smoothly. Thank you to her."

The Royal Sonesta Chicago Downtown

10/10 Excellent

"We opted into a days-long impromptu Chicago trip for and were pleasantly surprised by the experience. We loved our stay! Arrived in the morning and early check in was available, which allowed us to dive into exploring the city. The key cards are adorable—our favorites were the rabbit, the lioness, and the cow. The room was sizable, comfortable and incredibly clean. Best night’s sleep! It felt secure. Security was present, but not overbearing, and staff (desk, bellhops, valet attendants, housekeeping, you name it) were vigilant, attentive, pleasant, and accommodating; if they did not remember names, they remembered faces - a feat in a hotel in a city this size where they must see hundreds of people a day. Valet parking is available, valet staff were always present and active whenever we passed by. $80 for overnight parking. Restaurant on premises was solid. We enjoyed breakfast and dinner on two occasions; there is something for everyone on the menu. We had a river view from our rooms, as well as of the Wrigley Building and Marina Towers. The hotel is centrally located and we were a stone’s throw away from the architectural boat tour docks, the Chicago Architecture Center and Chicago Tribune Tower. Walking distance to the Bean, the Art Institute of Chicago, and a plethora of restaurants. You can take a water taxi to Navy Pier. When it was time to leave, our flight was cancelled last minute and rescheduled for later in the day; we were able to do late check out."

Congress Plaza Hotel

8/10 Good

"It was a great location. Walked back from Soldier Field and close to restaurants and shopping. Spacious room."

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent

"The venue is beautiful, rooms are huge, great location for jumping on the "L", visiting the Art Museum, south loop, etc. I really loved. Added bonus; the staff were genuinely warm and friendly."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Nice view. Really didn’t like the energy from the guy that checked my son and I in. Breakfast was included with our stay. But, he didn’t give us the voucher that was needed my son had to go get it. It was his 21st Birthday and I wanted him to stay somewhere nice"

Eurostars Magnificent Mile

10/10 Excellent

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Hotel Saint Clair- Magnificent Mile

8/10 Good

"Nice place. Perfect location."

Find out more about East Side

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Book Hotels in East Side on Hotels.com

Hotels in East Side

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in East Side?

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Hilton Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Congress Plaza Hotel

5. Hilton Vacation Club Hotel Blake Chicago

6. Hilton Garden Inn Chicago Downtown South Loop

7. Club Quarters Hotel, Central Loop, Chicago

8. Travelodge by Wyndham Downtown Chicago

9. The Wade

10. Silversmith Hotel Chicago Downtown

11. River Hotel

12. Swissotel - Chicago

13. LIVN - West Loop Chicago

14. citizenM Chicago Downtown

15. Crowne Plaza Chicago West Loop by IHG

16. DoubleTree by Hilton Chicago - Magnificent Mile

17. Central Loop Hotel

18. LIVN - Millennium Park Downtown Chicago

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

20. Le Méridien Essex Chicago

Price trends for hotels in Chicago

Typical weather for Chicago

Top landmarks in East Side

Calumet Park

Calumet Beach

Munson Beach

Check out reviews of East Side hotels guests love

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

Travelodge by Wyndham Downtown Chicago

The Royal Sonesta Chicago Downtown

Congress Plaza Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Chicago Hotel Collection - Magnificent Mile

Eurostars Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Keep exploring